AN EFFICIENT ASYMMETRIC-SYNTHESIS OF 1-ACYL-2-ALKYL-1,2-DIHYDROPYRIDINES

被引:66
作者
COMINS, DL
HONG, H
SALVADOR, JM
机构
[1] Department of Chemistry, North Carolina State University, Raleigh
关键词
D O I
10.1021/jo00026a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two efficient chiral auxiliary mediated asymmetric syntheses of synthetically useful 1-acyl-2-alkyl-1,2-dihydropyridines are described.
引用
收藏
页码:7197 / 7199
页数:3
相关论文
共 34 条
[1]  
AHRENS FB, 1902, CHEM BER, V35, P1330
[2]  
BANKS CK, 1966, Patent No. 3297732
[3]   A HIGHLY STEREOCONTROLLED, 4-STEP SYNTHESIS OF (+/-)-LASUBINE-II [J].
BROWN, JD ;
FOLEY, MA ;
COMINS, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7445-7447
[4]  
BUSCHMANN H, 1988, SYNTHESIS-STUTTGART, P827
[5]   SYNTHESIS AND SYNTHETIC UTILITY OF 1-ACYL-5-(TRIALKYLSILYL)-1,2-DIHYDROPYRIDINES - SYNTHESIS OF (+/-)-ELAEOKANINE-A [J].
COMINS, DL ;
MYOUNG, YC .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) :292-298
[6]   REGIOSELECTIVE ADDITION OF NUCLEOPHILES TO 1-(PHENOXYCARBONYL)-3-TRIALKYLSTANNYLPYRIDINIUM SALTS [J].
COMINS, DL ;
MANTLO, NB .
TETRAHEDRON LETTERS, 1987, 28 (07) :759-762
[7]   THE ADDITION OF ALKYLZINC IODIDES TO 1-(PHENOXYCARBONYL)PYRIDINIUM SALTS [J].
COMINS, DL ;
OCONNOR, S .
TETRAHEDRON LETTERS, 1987, 28 (17) :1843-1846
[8]   THE ADDITION OF ALKYLZINC IODIDES TO 1-(PHENOXYCARBONYL)-2,3-DIHYDROPYRIDINIUM SALTS - A SYNTHESIS OF 2-ALKYL-DELTA-3-PIPERIDINES [J].
COMINS, DL ;
FOLEY, MA .
TETRAHEDRON LETTERS, 1988, 29 (51) :6711-6714
[9]   CHIRAL DIHYDROPYRIDONES AS SYNTHETIC INTERMEDIATES - ASYMMETRIC-SYNTHESIS OF (+)-ELAEOKANINE-A AND (+)-ELAEOKANINE-C [J].
COMINS, DL ;
HONG, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (17) :6672-6673
[10]   ASYMMETRIC-SYNTHESIS OF 2-ALKYL(ARYL)-2,3-DIHYDRO-4-PYRIDONES BY ADDITION OF GRIGNARD-REAGENTS TO CHIRAL 1-ACYL-4-METHOXYPYRIDINIUM SALTS [J].
COMINS, DL ;
GOEHRING, RR ;
JOSEPH, SP ;
OCONNOR, S .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2574-2576